Head of Sales

WeBoxSan Jose, CA

About The Position

We are seeking an experienced Head of Sales to oversee and lead our Sales Development Representatives (SDRs) across all WeBox hubs. This role is responsible for driving outbound performance, standardizing sales development processes, and ensuring fast, consistent execution across locations. The ideal candidate is a hands‑on sales leader who believes in getting the job done right away, operates with a results‑driven mindset, and leads with transparency. You have strong people‑management skills and experience scaling SDR teams in a multi-hub or multi-region environment, while effectively leveraging decision-making, control, influence, and teamwork to drive measurable outcomes.

Requirements

  • 3+ years of experience managing sales or SDR teams
  • Proven experience leading SDRs or outbound sales teams
  • Strong understanding of B2B sales development, prospecting, and pipeline generation
  • Experience managing teams across multiple locations or regions is a strong plus
  • Excellent coaching, communication, and leadership skills
  • Data‑driven approach with experience using CRM and sales tools
  • Ability to thrive in a fast‑paced, growing environment

Nice To Haves

  • Experience at start up or high‑growth company
  • Experience working closely with Customer Success or post‑sales teams
  • Prior experience in logistics, operations, or technology‑enabled services is a plus

Responsibilities

  • Lead, manage, and coach SDR teams across multiple WeBox hubs
  • Own outbound pipeline generation and ensure SDR targets are met or exceeded
  • Set clear performance expectations, KPIs, and activity metrics for SDRs
  • Develop and standardize outbound processes, scripts, and best practices across hubs
  • Partner closely with Sales, Customer Success, Operations to align on lead strategy and messaging
  • Conduct regular performance reviews, coaching sessions, and training
  • Hire, onboard, and ramp new SDRs as the team scales
  • Monitor pipeline quality and ensure smooth handoff from SDRs to Customer Success
  • Use data and reporting to identify performance gaps and drive continuous improvement
  • Travel occasionally between hubs to support team alignment and execution

Benefits

  • competitive salary plus commissions
  • great benefits
  • PTO
  • 401K match
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